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Constituents of the essential oil of Pulicaria gnaphalodes (Vent.) Boiss. from Iran
Author(s) -
Weyerstahl Peter,
Marschall Helga,
Wahlburg HansChristian,
Christiansen Christian,
Rustaiyan Abdolhossein,
Mirdjalili Fatemeh
Publication year - 1999
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/(sici)1099-1026(199903/04)14:2<121::aid-ffj790>3.0.co;2-k
Subject(s) - sesquiterpene , chemistry , terpene , essential oil , cycloaddition , organic chemistry , terpenoid , stereochemistry , chromatography , catalysis
The essential oil of Pulicaria gnaphalodes (Vent.) Boiss. from Iran was investigated by GC, GC–MS and NMR spectroscopy. Typical for this oil are pinane [chrysanthenone ( 23 ), cis ‐chrysanthenol ( 34 )], cadinane [cadina‐1(10),4‐dien‐8α‐ol ( 114 )] and bisabolane derivatives [nuciferol ( 118 ), γ‐curcumen‐12‐ol ( 119 )]. New, naturally occurring compounds are ( Z )‐3‐methylnon‐3‐en‐2‐one ( 43 ), the so‐called helifolen‐12‐als 94 , 95 , 98 , 99 , tricyclic sesquiterpene aldehydes with a helifolane (syn. allo ‐cedrane or khusiane) skeleton, and the italicen‐12‐ols 108 and 110 . These aldehydes and alcohols are presumably formed by [4+2] resp. [2+2] cycloaddition of the corresponding γ‐curcumene derivatives. Copyright © 1999 John Wiley & Sons, Ltd.